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LupGG

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID cf74eb10-91e2-4980-b6e5-6e16fbf67a0a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C(=O)O
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@@H]4[C@]5(CC[C@@H](C([C@@H]5CC[C@]4([C@@]3(CC2)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C)C(=O)O
InChI InChI=1S/C42H68O13/c1-20(2)21-10-15-42(37(50)51)17-16-40(6)22(28(21)42)8-9-26-39(5)13-12-27(38(3,4)25(39)11-14-41(26,40)7)54-36-34(32(48)30(46)24(19-44)53-36)55-35-33(49)31(47)29(45)23(18-43)52-35/h21-36,43-49H,1,8-19H2,2-7H3,(H,50,51)/t21-,22+,23+,24+,25-,26+,27-,28+,29+,30+,31-,32-,33+,34+,35-,36-,39-,40+,41+,42-/m0/s1
InChI Key ANDZVSZQVVZFCT-QQIJCRMXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H68O13
Molecular Weight 781.00 g/mol
Exact Mass 780.46599222 g/mol
Topological Polar Surface Area (TPSA) 216.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 2.74
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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135757-66-3
Lup-20(29)-en-28-oic-3-O-beta-glucopyranosyl(2-1)-O-beta-glucopyranoside
(3beta)-3-((2-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)oxy)lup-20(29)-en-28-oic acid
SCHEMBL7375583
DTXSID80929144
AKOS040752745
3-((2-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)oxy)lup-20(29)-en-28-oic acid (3beta)-
(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
3-[(2-O-Hexopyranosylhexopyranosyl)oxy]lup-20(29)-en-28-oic acid
Lup-20(29)-en-28-oic acid, 3-((2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-, (3beta)-

2D Structure

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2D Structure of LupGG

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7051 70.51%
Caco-2 - 0.8766 87.66%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.8157 81.57%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8434 84.34%
OATP1B3 inhibitior - 0.2904 29.04%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7276 72.76%
BSEP inhibitior - 0.7477 74.77%
P-glycoprotein inhibitior + 0.7411 74.11%
P-glycoprotein substrate - 0.7431 74.31%
CYP3A4 substrate + 0.7220 72.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9486 94.86%
CYP2C9 inhibition - 0.8350 83.50%
CYP2C19 inhibition - 0.8719 87.19%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition - 0.8703 87.03%
CYP2C8 inhibition + 0.6533 65.33%
CYP inhibitory promiscuity - 0.9201 92.01%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6772 67.72%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9093 90.93%
Skin irritation - 0.5790 57.90%
Skin corrosion - 0.9435 94.35%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6736 67.36%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.8604 86.04%
skin sensitisation - 0.8913 89.13%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.7626 76.26%
Acute Oral Toxicity (c) III 0.5802 58.02%
Estrogen receptor binding + 0.7156 71.56%
Androgen receptor binding + 0.7635 76.35%
Thyroid receptor binding - 0.6146 61.46%
Glucocorticoid receptor binding + 0.5893 58.93%
Aromatase binding + 0.6421 64.21%
PPAR gamma + 0.7163 71.63%
Honey bee toxicity - 0.6128 61.28%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9799 97.99%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.93% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.29% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.77% 96.38%
CHEMBL233 P35372 Mu opioid receptor 89.52% 97.93%
CHEMBL2581 P07339 Cathepsin D 88.98% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 88.50% 92.50%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 87.94% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.21% 94.45%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 86.57% 91.24%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.76% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.66% 97.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 85.65% 96.61%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.01% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.56% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.09% 94.33%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 84.01% 82.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.86% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 83.74% 91.19%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.67% 96.21%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.08% 97.36%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.78% 92.94%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.47% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.26% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.63% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.29% 100.00%
CHEMBL1974 P36888 Tyrosine-protein kinase receptor FLT3 80.53% 91.83%
CHEMBL5028 O14672 ADAM10 80.40% 97.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.03% 97.25%
CHEMBL237 P41145 Kappa opioid receptor 80.00% 98.10%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Heptapleurum venulosum

Cross-Links

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PubChem 131910
LOTUS LTS0131957
wikiData Q82903984